| 1 | Sat 21 Oct 2023 | 60-1 v HendonHendon 1-0 Dorchester Town | Southern League - Premier South |
| 2 | Tue 24 Oct 2023 | 61-2 v SholingDorchester Town 1-2 Sholing | Southern League - Premier South |
| 3 | Sat 28 Oct 2023 | 61-1 v Hayes & Yeading UnitedDorchester Town 1-1 Hayes & Yeading United | Southern League - Premier South |
| 4 | Sat 11 Nov 2023 | 64-1 v Basingstoke TownDorchester Town 4-1 Basingstoke Town | Southern League - Premier South |
| 5 | Tue 14 Nov 2023 | 61-2 v Bracknell TownDorchester Town 1-2 Bracknell Town | Southern League - Premier South |
| 6 | Sat 25 Nov 2023 | 62-3 v SalisburySalisbury 3-2 Dorchester Town | Southern League - Premier South |
| 7 | Sat 23 Dec 2023 | 50-2 v Chesham UnitedChesham United 2-0 Dorchester Town | Southern League - Premier South |
| 8 | Tue 26 Dec 2023 | 41-2 v Poole TownDorchester Town 1-2 Poole Town | Southern League - Premier South |
| 9 | Sat 27 Jan 2024 | 60-0 v Plymouth ParkwayDorchester Town 0-0 Plymouth Parkway | Southern League - Premier South |
| 10 | Sat 3 Feb 2024 | 61-0 v Didcot TownDidcot Town 0-1 Dorchester Town | Southern League - Premier South |
| 11 | Tue 6 Feb 2024 | 61-1 v Hanwell TownHanwell Town 1-1 Dorchester Town | Southern League - Premier South |
| 12 | Sat 10 Feb 2024 | 60-3 v Gosport BoroughDorchester Town 0-3 Gosport Borough | Southern League - Premier South |
| 13 | Sat 17 Feb 2024 | 63-1 v Bracknell TownBracknell Town 1-3 Dorchester Town | Southern League - Premier South |
| 14 | Sat 24 Feb 2024 | 62-2 v HendonDorchester Town 2-2 Hendon | Southern League - Premier South |
| 15 | Wed 28 Feb 2024 | 64-4 v AFC TottonAFC Totton 4-4 Dorchester Town | Southern League - Premier South |
| 16 | Sat 9 Mar 2024 | 62-1 v Beaconsfield TownDorchester Town 2-1 Beaconsfield Town | Southern League - Premier South |
| 17 | Sat 16 Mar 2024 | 64-3 v Beaconsfield TownBeaconsfield Town 3-4 Dorchester Town | Southern League - Premier South |
| 18 | Sat 23 Mar 2024 | 61-0 v SalisburyDorchester Town 1-0 Salisbury | Southern League - Premier South |
| 19 | Sat 30 Mar 2024 | 61-1 v Winchester CityWinchester City 1-1 Dorchester Town | Southern League - Premier South |
| 20 | Mon 1 Apr 2024 | 62-1 v Tiverton TownDorchester Town 2-1 Tiverton Town | Southern League - Premier South |
| 21 | Sat 6 Apr 2024 | 61-0 v Hayes & Yeading UnitedHayes & Yeading United 0-1 Dorchester Town | Southern League - Premier South |
| 22 | Tue 9 Apr 2024 | 62-1 v SholingSholing 1-2 Dorchester Town | Southern League - Premier South |
| 23 | Sat 13 Apr 2024 | 62-1 v Hanwell TownDorchester Town 2-1 Hanwell Town | Southern League - Premier South |
| 24 | Tue 16 Apr 2024 | 62-0 v Tiverton TownTiverton Town 0-2 Dorchester Town | Southern League - Premier South |
| 25 | Sat 20 Apr 2024 | 61-3 v Basingstoke TownBasingstoke Town 3-1 Dorchester Town | Southern League - Premier South |
| 26 | Sat 27 Apr 2024 | 60-4 v AFC TottonDorchester Town 0-4 AFC Totton | Southern League - Premier South |
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